Facile synthesis of copper(I) salicylate and its use in the selective synthesis of 1-acyloxy-1,2,3-triazoles and 1-sulfonyl-1,2,3-triazoles

Abstract

The straightforward synthesis of copper(I) salicylate from salicylic acid and copper(I) oxide is described for the first time and its identity confirmed by XPS and XRDP techniques. The copper(I) salicylate produced in this way was used as catalyst for the efficient and selective preparation of both 1-acyloxy-1,2,3-triazoles and 1-sulfonyl-1,2,3-triazoles through the CuAAC approach.

Graphical Abstract

Keywords:

• Copper(I) salicylate
• 1-Acyloxy-1,2,3-triazole
• 1-Sulfonyl-1,2,3-triazole
• CuAAC Reaction

Acknowledgements

Financial support from SIEA-UAEMEX (project No. 6264/2020CIB) and CONACYT (fellowship for J.J.G.V., CVU: 783597) is acknowledged. The authors thank N. Zavala, A. Nuñez, L. Triana and M.C. Martínez for the technical support.

Consejo Nacional de Ciencia y Tecnología;

Disclosure statement

No potential conflict of interest was reported by the authors.

Scheme 1. Preparation of copper(I) salicylate (1).

Scheme 2. CuAAC reactions between 4-methoxybenzyloxycarbonyl azide (3) and phenylacetylene (2) catalyzed copper(I) salicylate (1).

Table 3. Copper(I) salicylate catalyzed synthesis of 1-acyloxy-1,2,3-triazoles and 1-sulfonyl-1,2,3-triazoles.^a

Additional information

Funding

Funded by SIEA-UAEMEX (project No. 6264/2020CIB) and CONACYT (fellowship for J.J.G.V., CVU: 783597).